Why did you need to make this political? It's just a matter of minutes before someone points out that conservatives love the Chesterton's Fence analogy because most fences are built to keep _those people_ out. And then we're off to the races.
A fine example of how the warning of Chesterton's Fence is ignored by inferring the worst possible motive without evidence or reason, and using that unsupported aspersion as a reason to rip something up.
> "The whole modern world has divided itself into Conservatives and Progressives. The business of Progressives is to go on making mistakes. The business of the Conservatives is to prevent the mistakes from being corrected."
Having read some of his Christian apologetic essays, I suspected the fence argument was fundamentally motivated by religion, and again from the wiki page, it originated in from his book "The Thing: Why I Am a Catholic".
EDIT: GP said "Progressives tend to be very dismissive of the Chesterton's Fence analogy, because they think change is an unalloyed good." to which parent complained "Why did you need to make this political?". I found Chesterton's own words both relevant and sufficient warrant to broaden the discussion along the lines of the GP.
Chesterton's fence is a rational argument in favor of being conservative.
A "conservative" from Chesterton's time doesn't necessarily map cleanly onto the modern notion of the same name... Supposing the allegorical "fence" to be something like clean air or water regulation, one could argue that it's modern "conservatives" more often than not arguing to disturb things without considering second-order effects.
I really don't like referring to Republican's as conservative or Democrats as liberal precisely because neither party really sticks to those concepts. "Conservatives" as a political unit are not conservative and "Liberals" aren't liberal.
The world is a dumb place.
And I always felt Chesterton's fence to be advice to be deliberate in your actions. Spending the time and effort to find out why the fence exists, doesn't mean it won't get torn down. It just means that we won't be taking it down spontaneously.